Thermodynamics of binding of D-galactose and deoxy derivatives thereof to the L-arabinose-binding protein

Journal of the American Chemical Society
Antonio Hernandez DaranasSteve W Homans

Abstract

We report the thermodynamics of binding of d-galactose and deoxy derivatives thereof to the arabinose binding protein (ABP). The "intrinsic" (solute-solute) free energy of binding DeltaG degrees (int) at 308 K for the 1-, 2-, 3-, and 6-hydroxyl groups of galactose is remarkably constant (approximately -30 kJ/mol), despite the fact that each hydroxyl group subtends different numbers of hydrogen bonds in the complex. The substantially unfavorable enthalpy of binding (approximately 30 kJ/mol) of 1-deoxygalactose, 2-deoxygalactose, and 3-deoxygalactose in comparison with galactose, cannot be readily accounted for by differences in solvation, suggesting that solute-solute hydrogen bonds are enthalpically significantly more favorable than solute-solvent hydrogen bonds. In contrast, the substantially higher affinity for 2-deoxygalactose in comparison with either 1-deoxygalactose or 3-deoxygalactose derives from differences in the solvation free energies of the free ligands.

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Citations

Apr 21, 2009·Journal of the American Chemical Society·Hongtao Yu, Steven W Rick
Sep 20, 2012·Biochemical Society Transactions·Tracey M Gloster
Jul 23, 2005·Chembiochem : a European Journal of Chemical Biology·Steve W Homans
Jul 13, 2007·Chembiochem : a European Journal of Chemical Biology·Neil R SymeSteve W Homans
Jan 13, 2010·Organic & Biomolecular Chemistry·Tracey M Gloster, Gideon J Davies
Jun 8, 2010·Journal of the American Chemical Society·Neil R SymeSteve W Homans
May 25, 2021·The Journal of Organic Chemistry·David E WheatleyBruno Linclau
Nov 25, 2006·International Journal of Biological Macromolecules·Abdol-Khalegh BordbarThomas Haertle
Aug 14, 2010·The Journal of Physical Chemistry. B·Hongtao Yu, Steven W Rick
Apr 29, 2015·Journal of Medicinal Chemistry·Stefan GeschwindnerPatrik Johansson
Feb 13, 2018·Journal of Chemical Information and Modeling·Spandana MakeneniRobert J Woods
Aug 31, 2021·RSC Chemical Biology·Jonathan CramerBeat Ernst
Dec 1, 2005·Journal of the American Chemical Society·Richard MalhamSteve W Homans
Aug 18, 2005·Journal of the American Chemical Society·Elizabeth BarrattSteve W Homans
Feb 7, 2007·Journal of the American Chemical Society·Tracey M GlosterGideon J Davies

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